Moshe Haimoff has gambled with a lot of things in his life. His faith. His career. His entire savings account. But nothing went quite as sideways as the day David Dobrik walked into his store on 47th Street, pointed at a $200,000 watch, and said it was too much. So Haimoff did what any rational businessman would do: he offered to flip a coin for it.

“How about we flip for 100 or 200,000?” Haimoff recalled on the Creators Think podcast with host Andy Bachman. “He said, ‘I’m in.’ First of all, I was like, ‘F*ck.’ Second of all, I’m not going to say no now.” He lost, the clip went viral, and while some viewers questioned whether it was staged, Haimoff says the whole thing was real. “A lot of TikTokers do fake content,” he told Bachman. “I was the only one who said I’m going to do everything real.”

The 39-year-old luxury watch wholesaler, known online as The Watch King NYC to his 2 million Instagram followers, has become one of the most recognizable faces in Manhattan’s Diamond District. But the path from 47th Street to social media fame started long before the Dobrik video.

Haimoff grew up in New York City’s haredi community with limited secular education and no exposure to the outside world. By 22, with no job and few prospects, he entered the diamond business making a few hundred dollars a week, then pivoted to watches. His first flip — an AP rubber clad he bought for $11,000 and sold for $11,800 in under 10 minutes — got him hooked. “We’re not educated. We didn’t go to college,” he told Bachman. “And you can sit there and make $800 in literally 10 minutes.”

From there, the momentum came fast. A negotiation with fellow dealer Moses over an Oyster Pepsi turned into the first coin-flip video the street had ever seen, and the format took off. Then a clip featuring neighborhood legend Uncle Manny trying to sell him a Rolex with a stain on the dial hit a million views in two hours. But the highs came with lows: a gambling addiction that left him a million dollars in debt, a stint in rehab, and a former partner who he says stole over $2 million from him and swapped the dial on his mother’s birthday Rolex.

In July 2025, things got worse. Haimoff was robbed outside his Queens home by two men in construction vests who tased him and took more than $550,000 in jewelry. He chased the suspects on foot, crashed his car, and dislocated his shoulder in the process. By 6 a.m. the next morning, he was on a flight to Dobrik’s birthday party wearing a cast. “I’m not missing this for nothing,” he recalls thinking at the time.

In the days following the robbery, Haimoff’s rabbi called him in. He explained to Bachman that he used the sit-down to ask whether he should quit social media, whether he should move, whether any of it was worth the risk. The rabbi didn’t flinch. “You’re not going to stop,” he told Haimoff. “You’re going to go f*cking harder.”

Going harder is something Bachman understands well.

The Creators Inc. founder, whose firm has generated over a billion dollars in sales, recently brokered the largest single-match purse in competitive wrestling history for client Georgio Poullas. The former Ohio state champ was parking cars when Bachman’s team spotted his wrestling content online in early 2024. “I looked at you and I said, you’re not going back to that job,” Bachman told Poullas on Creators Think. Within 18 months, Poullas had a reported seven-figure deal with Real American Freestyle and a rivalry with UFC contender Arman Tsarukyan that turned into a brawl on live television.

Bachman has also launched Creator Music Group alongside producer Scott Storch and Lil Pump, and his podcast has featured everyone from newly crowned WBC welterweight champion Ryan Garcia to LA mayoral candidate Spencer Pratt.



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